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Carbon-Carbon Bond Formation Reactivity of a Four-Coordinate NHC-Supported Iron(II) Phenyl Compound
Alternative Title氮杂环卡宾配体支撑的四配位二价铁芳基化合物促进的碳碳键形成反应
Liu YS(刘月盛)1; Xiao J(肖洁)1; Wang L(王磊)1; Song Y(宋友)1; Deng L(邓亮)1
2015
Source PublicationOrganometallics
Volume34Issue:3Pages:599-605
AbstractThe preparation and characterization of a NHC-coordinated (NHC = N-heterocyclic carbene) ferrous phenyl complex [(IPr2Me2)(2)FePh2] (1; IPr2Me2 = 1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene) as well as its C-C bond formation reactivity have been studied. The four coordinate iron(II) phenyl complex was prepared from the reaction of ferrous chloride with PhMgBr and IPr2Me2. It reacts with nonactivated primary and secondary alkyl bromides and chlorides to furnish cross-coupling products and the iron(II) monophenyl species (IPr2Me2)(2)FePhX (X = Br (2), Cl). When it is treated with cyclooctatetraene (cot) or [Cp2Fe][BAr4E] in the presence of PMe3, it undergoes coordination or one electron oxidation induced reductive elimination of biphenyl to form the corresponding iron(0) or iron(I) species [(IPr2Me2)(2)Fe(eta(4)-cot)] (3) or [(IPr2Me2)(2)Fe(PMe3)(2)][BAr4E] (4). All of these iron-containing products have been fully characterized by various spectroscopic methods. Complex 1 and (IPr2Me2)(2)FeCl2 catalyze the reaction of n-C8H17Br with (p-tolyl)MgBr to afford the cross-coupling product in moderate yields (49% and 47%), whereas the reactions employing 4 and 1/PMe3 as catalysts give the cross-coupling product in very low yields. The results reflect the complexity of the reaction mechanism of iron-catalyzed coupling reactions.
Subtype论文
Subject Area金属有机化学
DOI10.1021/om501061b
URL查看原文
Indexed BySCI
Language英语
WOS IDWOS:000349273900010
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Cited Times:30[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.sioc.ac.cn/handle/331003/39563
Collection金属有机化学国家重点实验室
Corresponding AuthorDeng L(邓亮)
Affiliation1.中科院上海有机化学研究所, 金属有机化学国家重点实验室
2.南京大学
Recommended Citation
GB/T 7714
Liu YS,Xiao J,Wang L,et al. Carbon-Carbon Bond Formation Reactivity of a Four-Coordinate NHC-Supported Iron(II) Phenyl Compound[J]. Organometallics,2015,34(3):599-605.
APA 刘月盛,肖洁,王磊,宋友,&邓亮.(2015).Carbon-Carbon Bond Formation Reactivity of a Four-Coordinate NHC-Supported Iron(II) Phenyl Compound.Organometallics,34(3),599-605.
MLA 刘月盛,et al."Carbon-Carbon Bond Formation Reactivity of a Four-Coordinate NHC-Supported Iron(II) Phenyl Compound".Organometallics 34.3(2015):599-605.
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